Proceedings of the PSK Conference (대한약학회:학술대회논문집)
- 2003.10b
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- Pages.182.3-183
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- 2003
Efficient Total Synthesis of (-)-Antofine by Using (R)-(E)-4-(tributylstannanyl)but-3- en-2-ol as a Chiral building block
- Lee, Eun-Jung (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
- Lee, Tae-Ho (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
- Lee, Jaek-Wang (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
- Kim, Sang-Hee (Natural Products Research Institute, College of Pharmacy, Seoul National University)
- Published : 2003.10.01
Abstract
(-)-Antofine is phenanthroindolizidine alkaloid being isolated from Cynanchum vincetoxicum. It has powerful cytotoxicity toward drug-sensitive KB-3-1 and multidrug resistant KB-V1 cancer cell line. We have successfully accomplished stereoselective total synthesis by using palladium catalyzed Stille coupling of l0-bromomethyl-2,3 ,6-trimethoxy-phenanthrene and (R)-(E)-4-(tributylstannanyl)but-3-en-2-o1, Overmann rearrangement of imidate, and RCM(ring-closing metathesis) for construction of pyrrolidine.
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